Holiday rentals in Evanston

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Top-rated holiday rentals in Evanston

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Top guest favourite
The living area features a spacious sectional sofa and a coffee table at its center. A TV is positioned against a light-colored wall, while a dining space can be seen in the background with a small table and chairs. Natural light is welcomed through multiple windows.
Flat in Evanston
4.96 out of 5 average rating, 291 reviews

Stylish & Comfy Gem near Downtown~Balcony~Parking

My 2nd floor, 2 BD/1BA home sits in a quiet cul-de-sac, about 1 mi from downtown Evanston. A 15-min walk to the Dempster Purple line station, which brings you right into Chicago. Northwestern and Loyola are nearby for a visit too! The area has wonderful lakeside parks and beaches, so no matter the time of year, you'll appreciate the natural beauty! Grocery stores, coffee shops, and restaurants are within walking distance as well. -Electric Fireplace -Fully Equipped Kitchen -Queen Sized Bedrooms

Top guest favourite
A spacious living room is highlighted by large windows allowing natural light to fill the space. A cozy green couch and two blue chairs are arranged around a wooden coffee table, while a decorative area rug adds warmth. A fireplace is set against a stone backdrop.
Flat in Evanston
4.99 out of 5 average rating, 162 reviews

Spacious 3 bdrm apt. near NU + Chicago + lake.

Gather, relax and enjoy this spacious newly decorated 3 bedroom apt surrounded by available artwork by local artists. Get cozy in the winter with indoor fireplace and outdoor fire pit or cool off in summer at nearby beach. Located in a tree lined historical district that is near local shops, restaurants, coffee shops, breweries and wine bar. Close to public transportation including trains, buses and bike rentals to explore and visit Northwestern University, Chicago, Lake Michigan and more.

Top guest favourite
A comfortable living space features a dark leather couch adorned with patterned throw blankets. Two side tables stand adjacent to the couch, and a coffee table occupies the center of the room. Natural light filters through two windows, brightening the area.
Flat in Evanston
4.95 out of 5 average rating, 176 reviews

Cute & comfortable apartment on quiet street

Rest and relax at this peaceful, cozy & comfortable upstairs apartment located in a quiet, family-friendly neighborhood surrounded by local parks & tree lined streets. It's a short distance to restaurants, the lakefront, and Northwestern University. There is easy parking and it's a short walk to public transit, to other local universities, Ryan Field, Welsh Ryan Arena, Downtown Chicago, Wrigley Field, and many museums, and concert venues. Note: laundry is only available to long term guests.

Guest favourite
A modern kitchen and dining area are presented, featuring a sleek island with bar stools and a dining table with six chairs. Natural light is provided by large windows, and contemporary fixtures enhance the space's functionality and design.
Flat in Evanston
4.91 out of 5 average rating, 149 reviews

New 3bd/1.5 bth Apt w/private prkg

A perfect hideaway! This quiet, secluded unit is nestled in lush greenery within walkng dist (1.5M) to NWU. Enjoy our renowned restaurants and theaters, plus easy access to downtown Chgo’s many attractions via the Metra; Sleeps up to 7 guests, with 2 queen beds, 2 single beds, and an 8-foot couch in Liv rm; Ultra-modern kitchen equipped with everything; Dedicated parking space in rear of the bldng; free high-speed Wi-Fi is included. Host lives nearby and responds promptly to any inquiries

Guest favourite
The historic manor house features a rich red brick facade adorned with lush green ivy. The spacious porch extends from the building, complemented by well-maintained gardens that enhance the inviting exterior. Large windows provide ample natural light, creating an open and airy ambiance.
Guest house in Evanston
4.94 out of 5 average rating, 131 reviews

Historic Coach House in Evanston Near Beach & Town

Stay in the Coach House of this exquisitely restored Historic Landmark Manor House, one block to Lake Michigan's beaches and close to town and NU. Enjoy the entire coach house which is renovated and includes a large bedroom with king bed and desk, a sun-filled living room/dining room, a full bath with claw-foot soaking tub and shower and a kitchen with amenities. The space can be equipped with an air mattress for an extra guest. Also available is a 3rd floor guest suite in the main house.

Top guest favourite
The exterior features a charming two-story home with a welcoming front porch. A set of stairs leads to the entrance, surrounded by well-maintained greenery and blooming flowers. Sunlight filters through the trees, creating a warm and inviting atmosphere.
Guest suite in Evanston
4.98 out of 5 average rating, 280 reviews

A guest suite centrally located, but so quiet

IF... you want to race into the city to see a play, go for a jog along the lake, have a quick coffee with a friend or enjoy a fine restaurant to celebrate a special occasion, it's all here in the lovely lakeside town of EVANSTON, IL. You can enjoy it all while living in my private guest suite w/kitchenette, private bath, private entry, shared laundry area and......., if you need it, garage parking, too! Enjoy my garden on warm summer days; in winter, you will love the heated floor!

Guest favourite
A stylish living area features a comfortable blue couch adorned with decorative pillows. A glass coffee table sits atop an area rug, surrounded by an array of colorful artwork on the walls. A cozy sleeping area is visible in the background, draped with vibrant blankets.
Home in Evanston
4.87 out of 5 average rating, 201 reviews

SW Evanston Private, Stylish, Spacious Suite

Comfort and convenience abound in this stylish suburban suite! Mid-century and vintage motif meets modern touches and style. Guests have the entire basement, with a private bedroom, bathroom, huge living space, and a private entrance in a quiet house on a beautiful treelined street. Backyard access, coffee, easy street parking. Walking distance to parks and public transportation, a short drive to downtown Evanston and the lakefront, easy access to Chicago, Northwestern. Loyola, Skokie.

Guest favourite
The historic home exterior is showcased, featuring a vibrant red facade with white accents. A charming porch adorned with lattice and railings provides an inviting entrance. Lush greenery surrounds the property, complemented by a white picket fence and vibrant landscaping.
Flat in Wilmette
4.9 out of 5 average rating, 287 reviews

Spacious Garden Apartment with Sauna and Fireplace

English garden apartment in historic Wilmette home with a private entrance, sauna, washer/dryer, kitchenette, dining area, recreation room with pool table, vintage pinball machine, and a wood-burning fireplace with gas igniter. Two queen beds, 1 full-size sleeper sofa, and a single mattress are available for large families. Ideal access to Northwestern University for all events. **Please note the apartment is located on the garden level and does NOT include the entire home.**

Top guest favourite
The exterior of a three-unit building features a blend of brick and stone elements, with large windows providing ample natural light. A well-maintained lawn includes shrubs and small trees, complemented by a walkway leading to a blue door beneath a covered entryway.
Flat in Evanston
4.98 out of 5 average rating, 115 reviews

3 BR Evanston Apt near Chicago

3 Miles to Northwestern and 2.5 to Loyola Universities. Enjoy local shopping, entertainment & restaurants in Evanston. Walk, bike or drive to Lake Michigan's beautiful beaches. CTA to Chicago nearby. Two BRs with king beds and a third BR with a full. LR has turntable, records, Netflix, Max, Disney+, Hulu... Enjoy a ping pong table and puzzles. Work space in two bedrooms. Kitchen has a stove, oven, microwave, coffee maker, and toaster. Free off-street parking.

Top guest favourite
The spacious bathroom features a freestanding tub and a glass-enclosed shower. A large mirror with a decorative frame is mounted on one wall. The floor is covered with a patterned rug, complementing the warm wall color and wood flooring.
Flat in Evanston
4.97 out of 5 average rating, 207 reviews

Stunning, Sunny Flat with Beautiful Backyard

Home away from home in a wonderful and walkable Evanston neighborhood, convenient to downtown, Lake Michigan, Northwestern and more. Treat yourself and your family to this wonderful two-bedroom, masterfully remodeled flat, with all the conveniences and comfort. Off street private parking. Recent updates: New king size bed, 65-inch HD TV, washer & dryer, and more. We follow EPA/CDC protocol and prepare for your stay with intensive cleaning and disinfecting.

Top guest favourite
A charming two-story house features a yellow exterior with white trim and a covered porch. Hanging plants adorn the porch, while lush greenery and well-kept landscaping surround the property. A pathway leads to the front steps, framed by stone accents and garden plants.
Flat in Evanston
4.98 out of 5 average rating, 135 reviews

Charming one bedroom apartment

Downtown Evanston. Cozy quiet area. Lovely studio 1-bedroom apartment. Ideal for a couple or business travelers. One queen size bed. TV & WiFi, microwave, AC & dishwasher. Free off-street parking. Close walk to Northwestern U, Lake Michigan, several supermarkets & many restaurants. Minutes to Metra, Davis & Dempster CTA stations. About 40 minutes to downtown Chicago on CTA Purple Express & less time on Metra. Non-smoking.

Guest favourite
A bright living area features large windows that offer city views. Comfortable seating arrangements include a pair of teal sofas and a wooden armchair. A coffee table sits at the center on a soft area rug, accompanied by a flat-screen TV mounted on a nearby wall.
Apartment in Evanston
4.95 out of 5 average rating, 124 reviews

"Bliss of Evanston" 180°view, 2BDR +2Bath Urbanlux

Urban-Luxe experience at the Bliss of Evanston Condo. Elegant finishes and a sweeping Sky Terrace view of downtown Evanston. Resort-like amenities with fitness center, outdoor pool, free parking in indoor GAR, biz ctr, and much more. 2 bedrooms, 2 full baths, 2 roll-out beds welcome you to a comfortable stay near Northwestern University, Loyola, and Kellogg and minutes from Chicago Downtown.

Popular amenities for Evanston holiday rentals

When is the best time to visit Evanston?

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Avg. price$154 SGD$159 SGD$180 SGD$170 SGD$186 SGD$195 SGD$189 SGD$184 SGD$167 SGD$167 SGD$159 SGD$157 SGD
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Frequently Asked Questions

  • What are the best places to stay in Evanston?

    Evanston has a mix of stays near historic districts, tree-lined residential areas, and vibrant neighborhoods close to local cafes and shops. Many guests look for accommodations near cultural attractions or university venues for convenience.

  • What are the best things to do in Evanston with kids?

    Families often enjoy exploring Evanston's parks, playgrounds, and public beaches along Lake Michigan. Many visit interactive spaces at the Ecology Center, and community events frequently provide hands-on activities for all ages.

  • What are some of the best things to do in Evanston?

    Evanston has lakefront beaches, art museums, local markets, and public gardens to explore. Many visitors stroll university campuses, enjoy independent shops, and take in theater performances in historic venues.

  • How is the weather in Evanston?

    Evanston experiences cold winters around 19–37°F (-7–3°C), and warm summers near 66–85°F (19–29°C). Spring and fall have milder temperatures with moderate rain, so packing layered clothing and a rain jacket is often suggested.

  • What are the best places to visit in Evanston?

    Evanston has the Charles Gates Dawes House, the Block Museum of Art, and the lakefront parks as frequently suggested stops. Many enjoy exploring neighborhoods with distinct architecture and vibrant public spaces.

  • What are some hiking trails in Evanston?

    Explore local parks like Lighthouse Beach and the Ladd Arboretum, which have walking paths and nature trails. The lakefront area also invites leisurely strolls through green spaces.

  • What are some family activities we can do in Evanston?

    Families in Evanston often visit science centers, historic museums, and lakeside playgrounds. Paddleboarding, nature walks, and hands-on art workshops are among the activities guests find engaging.

  • What are some of the best day trip ideas from Evanston?

    Many travelers take day trips to explore Chicago’s museums, botanical gardens in nearby towns, or forest preserves just outside Evanston. Waterfront villages around Lake Michigan are also frequently suggested.

  • Are there any pet friendly accommodations available in Evanston?

    Many accommodations in Evanston are pet friendly, especially around residential and lake-adjacent neighborhoods. Parks with open spaces make it easy to spend time outside with your pet.

  • What are some local tips for visiting Evanston?

    Exploring neighborhoods on foot helps uncover local coffee shops, historic buildings, and public art. Weekends bring farmers markets, and the lakeshore is an inviting spot for relaxed afternoons or picnics.

  • What is Evanston known for?

    Evanston is known for its historic architecture, university campus, cultural diversity, and arts scene. The city’s lakefront and vibrant dining options also attract guests throughout the year.

  • What are the best hidden gems to explore in Evanston?

    Visitors often discover tucked-away bookshops, quiet sculpture gardens, and small galleries in Evanston. Neighborhood bakeries, vintage stores, and community theaters can offer a locally rooted experience.

  • What are the best foods to try in Evanston?

    Evanston has diverse food options including locally roasted coffee, inventive vegetarian dishes, and Jewish deli specialties. Global flavors like Korean barbecue and Ethiopian cuisine are also often suggested.

  • What should I bring for a trip to Evanston?

    Pack layered clothing for variable weather, a rain jacket for spring and fall, and comfortable shoes for walking around neighborhoods or parks. Sunscreen and a reusable water bottle are helpful for outdoor activities.

  • What is the nightlife in Evanston like?

    Evanston’s nightlife includes laid-back pubs, small music venues, and late-night eateries near the university and downtown area. Guests often enjoy live performances, poetry readings, and locally brewed drinks.

  • What are the most popular events or festivals in Evanston?

    Evanston is known for summer art fairs, cultural parades, and outdoor concerts, especially around late spring and early fall. Community block parties and food festivals are frequently suggested seasonal highlights.

  • Are there family friendly vacation rentals in Evanston?

    Evanston has family friendly vacation rentals in neighborhoods near parks, schools, and community centers. Many options include extra space and amenities suited to travelers with children.

  • When is the best time to visit Evanston?

    Late spring to early fall is often recommended for Evanston trips, with warmer temperatures and outdoor activities available. Cultural events and seasonal festivals tend to happen during these months.

Quick stats about holiday rentals in Evanston

  • Total holiday rentals

    Explore 400 holiday rentals in Evanston

  • Nightly prices starting at

    Evanston holiday rentals start at $26 SGD per night before taxes and fees

  • Verified guest reviews

    Over 22,100 verified reviews to help you choose

  • Family-friendly holiday rentals

    190 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 110 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    250 properties have a dedicated workspace

  • Wifi availability

    390 of Evanston holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Monthly stays, Gym and BBQ grill across Evanston rentals

  • 4.7 Average rating

    Evanston stays receive an average rating of 4.7 out of 5 from guests

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